26758-00-9

Basic information

• Product Name: 1,7-Dimethylguanine
• Synonyms: 1,7-Dimethylguanine
• CAS NO: 26758-00-9
• Molecular Formula: C₇H₉N₅O
• Molecular Weight: 179.18
• Mol File: 26758-00-9.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,7-Dimethylguanine(CAS DataBase Reference)
• NIST Chemistry Reference: 1,7-Dimethylguanine(26758-00-9)
• EPA Substance Registry System: 1,7-Dimethylguanine(26758-00-9)

Safety Data

• Hazardous Substances Data: 26758-00-9(Hazardous Substances Data)

Usage

Molecular weight

187.18 g/mol

Type of compound

Derivative of guanine

Guanine

Naturally occurring purine base found in DNA and RNA

Reactivity

Relatively unreactive

Stability

Stable under normal conditions

Usage

Standard reference material in analytical chemistry and biochemistry

Application

Precursor to other compounds

Potential applications

Pharmaceuticals and drug development

Toxicity

Low toxicity

Health risks

Not known to pose significant health risks

Environmental hazards

Not known to pose significant environmental hazards

Upstream product

• 118-00-3 G 
• 2140-65-0 1-methylguanosine 
• 69453-64-1 1,7-Dimethylguanosin 
• 75-59-2 tetramethyl ammoniumhydroxide 
• 20535-83-5 O-methylguanine 
• 74-87-3 methylene chloride 
• 73-40-5 guanine 

Downstream Products

• 611-59-6 paraxanthine 
• 471-29-4 1-methylguanidine 

Relevant articles and documents

Photoemission properties of methyl-substituted guanines: Photoelectron and fluorescence investigations of 1,9-dimethylguanine, O6, 9-dimethylguanine, and 9-methylguanine

Photoelectron and fluorescence emission properties of 1,9-dimethylguanine (1,9-DMG), O6,9-dimethylguanine (O6,9-DMG), and 9-methylguanine (9-MG) have been examined. Gas-phase HeI photoelectron spectra have been compared with theoretical ionization potentials provided by HAM/3 semiempirical quantum mechanical calculations, and by SCF ab initio calculations carried out with 3-21G and 4-31G basis sets. Geometrics of 1,9-DMG and O6,9-DMG used in the calculation were based on X-ray crystallographic data measured in this investigation. For 1,9-DMG, which occurs in the amino keto form of guanine that participates in Watson-Crick base pairing, and for O6,9-DMG, which is a model compound for mutagenic and carcinogenic products formed in DNA alkylation reactions, ionization potentials have been measured for 8 and 10 of the highest occupied orbitals, respectively. For 9-MG, which can occur in either an amino keto or an amino enol form, the present results suggest that both tautomers occur in the gas phase, but that the amino enol tautomer predominates. Measurements of fluorescence emission spectra indicate that protonated 06,9-DMG has a higher fluorescence quantum yield that protonated 1,9-DMG or 9-MG. At a pH of 2.0 and at an excitation wavelength of 270 nm the relative emission intensities of O6,9-DMG, 1,9-DMG, and 9-MG are 11.0, 1.0 and 1.2 respectively, and the fluorescence lifetimes are 5.4, 0.4 and 0.4 ns. Results from HAM/3 and CNDO/S CI calculations on N7-protonated O6,9-DMG, 1,9-DMG, and 9-MG are consistent with the conclusion that the low fluorescence intensities of 1,9-DMG and 9-MG are related to the vibronic coupling of low-lying singlet nπ* and ππ* states, and to the occurrence of efficient intersystem crossing.

Chemical reactivity of alkylguanines. I. Methylation of O6-methylguanine derivatives

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